Alex is Sprintlaw’s co-founder and principal lawyer. Alex previously worked at a top-tier firm as a lawyer specialising in technology and media contracts, and founded a digital agency which he sold in 2015.
Offering equity to your team is one of the most powerful ways to attract and retain great people. But if you’re setting up an employee share scheme (ESS) in Australia, capital gains tax (CGT) considerations can quickly shape how your plan performs for staff and for your company.
This guide breaks down how CGT interacts with employee equity from the employer’s perspective, what “cost base” means in this context, and how to design a plan that’s legally sound and commercially clear. We’ll keep things practical so you can set expectations with your team, avoid surprises at exit, and keep your cap table tidy.
Important note: CGT is a personal tax paid by employees or contractors when they dispose of their ESS interests (shares or rights), but employers need to understand the CGT journey to design the plan well, communicate clearly, and coordinate buy-backs, leavers and exits without disputes.
What Is An Employee Share Scheme (ESS)?
An ESS lets you offer equity to employees, contractors and sometimes advisers. Broadly, you can grant either:
- Shares: immediate ownership in the company (often subject to vesting and transfer restrictions), or
- Rights/Options: a right to acquire shares later, typically at a set exercise price and subject to vesting.
Each approach has different tax timing and CGT outcomes for participants. Your choice affects how people value the benefit, what happens if someone leaves, and how cleanly you can manage an exit event.
From a legal and governance perspective, you’ll usually document equity offers under a formal plan (for example, an Employee Share Option Plan) and individual grant documents. Your constitution and shareholder arrangements should also align with the plan rules so that voting, dividends, buy-backs and transfers work as intended.
How Does CGT Affect Employee Share Schemes?
CGT applies to the gain made when a participant disposes of their shares (or certain rights). For your company, the key is understanding the moments that commonly trigger CGT for your people and planning for those events operationally.
Common CGT Triggers In The ESS Context
- Sale on exit: Employees sell their shares to an acquirer or in an IPO. This is the classic CGT event.
- Internal buy-back or redemption: Your company or a nominee buys back shares from current or departing team members.
- Transfer to another party: A participant transfers shares (for example, under a permitted transfer or leaver clause).
- Exercise-and-sell: For options or rights, employees exercise then immediately sell, often at exit.
You’ll want your plan rules and transactional documents to map these events clearly. That includes who can initiate a buy-back, pricing methodology, how tax is handled operationally (e.g. any withholding, if applicable) and timelines to complete steps so the deal doesn’t stall.
CGT Discount Timing
Many employees aim for the 50% CGT discount on shares held for more than 12 months. As the employer, it’s useful to understand when that 12-month clock typically starts for different instruments:
- Shares: Usually from the date the participant acquires the shares (often grant date, even if subject to vesting).
- Options/Rights: Generally, the CGT clock for the underlying shares starts when the option/right is exercised and shares are acquired.
This timing affects how staff feel about early exercise, liquidity planning and the attractiveness of accelerated vesting at exit. Your communication and plan rules should be consistent with this reality.
Getting The Cost Base Right From Day One
The “cost base” is essential to calculating capital gains on sale. From the employee’s perspective, it’s broadly what they paid (or were treated as having paid) to acquire the shares or rights, plus certain incidental costs. From the company’s perspective, getting the records right makes later transactions smoother and reduces the risk of disputes.
Why Cost Base Records Matter To Employers
At exit or buy-back, participants will ask for grant dates, exercise prices, vesting history and any amounts paid. If you can’t produce reliable data, you risk delays, disputes or forced assumptions that don’t reflect reality.
Establish a robust record-keeping process that captures:
- Grant details (instrument type, number, vesting schedule, performance conditions)
- Exercise events (dates, exercise price, number exercised, any cashless exercise mechanics)
- Share issuances (dates, numbers, certificate references, restrictions)
- Transfers and buy-backs (dates, price, approvals)
Good records support clean settlements in a transaction and allow you to respond quickly to investor or acquirer due diligence.
Pricing And Valuations
Cost base is linked to value and price paid. If you’re granting shares for consideration, setting option exercise prices, or planning buy-backs, you’ll need a consistent approach to pricing. Private companies often rely on internal or external valuation methods to arrive at a fair value for each round or transaction. Our overview on valuing shares outlines common approaches and what to consider.
Consistency is your friend here. Adopt a repeatable method, document assumptions, and align key stakeholder expectations (board, founders, employees) before grants go out.
Designing Your Plan: Options, Shares Or RSUs?
There’s no one-size-fits-all answer. Your choice should balance simplicity, tax timing, dilution, employee comprehension and administrative effort.
Options
Options grant a right to acquire shares later, typically after vesting and at an exercise price. They’re familiar to startup teams and help align incentives with value creation. For a plain-English overview, see our guide on share options.
CGT-wise, the relevant disposal usually occurs when the resulting shares are sold. The cost base commonly includes the exercise price and any amount paid for the option (if applicable). The 12-month discount period usually starts on exercise (when the shares are acquired), which is an important timing consideration you’ll want to explain to staff.
Ordinary Shares
Issuing shares upfront (often at a low price) can be simple and engaging for early hires. Shares are typically subject to vesting and transfer restrictions. From a CGT perspective, disposal occurs on sale and the discount period usually runs from acquisition of the shares (even while restricted), which can be attractive if employees are prepared to hold for the long term.
Make sure your plan and constitution address forfeiture or buy-back at cost if someone leaves early, and that your cap table allows for employee pools without stalling investor approvals.
RSUs (Restricted Stock Units)
RSUs promise shares in the future once vesting conditions are met. They are often simpler for employees to understand than options. Tax timing can differ from options and shares, particularly around when income is recognized versus when CGT applies on sale. If you’re weighing RSUs against options, our explainer on RSUs covers the practical trade-offs.
Legal And Fundraising Settings
Your instrument choice should fit your legal framework and capital raising plans. For example, ensure your offers rely on an appropriate disclosure exemption such as those under section 708 of the Corporations Act, and that your plan rules align with your existing shareholder arrangements. A clean, consistent framework reduces friction when investors review your documents.
Planning For Common CGT Events (Exit, Buy-Backs And Leavers)
Even though employees are the ones who pay CGT on their gains, you control many of the events that trigger disposal. Planning those events well will save time and protect goodwill.
Company Sale Or IPO
At exit, employees will typically sell shares to the acquirer or into the market. Key employer tasks include:
- Confirming vesting acceleration rules, if any, and documenting final vesting dates
- Facilitating exercise of vested options (cash, cashless or net settlement)
- Issuing shares promptly after exercise and updating registers
- Coordinating sale mechanics and settlement flows alongside investors and founders
Getting these steps right is critical to avoid delays. Employees may ask how the CGT discount applies based on their acquisition dates; while you can’t provide personal tax advice, you can supply accurate grant and exercise records so their advisers can do the math.
Internal Buy-Backs
Buy-backs are common when a leaver departs or to tidy the register before a funding round. Your plan and constitution should explain:
- When you can buy back (Good Leaver vs Bad Leaver)
- How you’ll price the buy-back (for example, cost, fair market value or a formula)
- The approval process (board/shareholder approvals and compliance steps)
For participants, a buy-back is often a CGT event. Operationally, you’ll need to manage timing, pricing evidence, and the completion documents so the transaction is clean. Our overview of off-market share transfers touches on the documentation commonly used around private transfers.
Departing Employees (Leavers)
Clear leaver provisions reduce disputes. Typical outcomes include:
- Unvested options/rights lapse automatically
- Vested options may be exercisable for a limited window
- Shares may be subject to a buy-back at a set price or formula
Ensure your HR offboarding process triggers the right notices and captures final elections and signatures. This helps ex-employees understand their position and avoids open items surfacing during investor due diligence.
Dividends And Holding Periods
In share-based plans, some employees may hold for years before exit. Make sure your plan, constitution and shareholder arrangements address dividend policy and payment mechanics to minority holders. Our guide to understanding dividends covers the core legal obligations and practical considerations.
What Legal Documents And Processes Will You Need?
Set your ESS up with clear, consistent documents so CGT-related events (exercise, sale, buy-back) are straightforward to execute. Most growing companies will consider the following:
- Employee Share Option Plan: The rulebook for your equity offers, covering eligibility, vesting, exercise, leaver outcomes, buy-backs and transfer restrictions.
- Option Deed: The individual grant agreement for each participant, setting out the number of options/rights, vesting schedule, exercise price and special conditions.
- Shareholders Agreement: Aligns founder/investor rights with plan rules (drag/tag, pre-emptive rights, information rights), and can streamline sale mechanics involving employee holders.
- Company Constitution: Ensures your company can issue securities under the plan, conduct buy-backs, and apply restrictions or forfeiture terms consistently with your ESS.
- Valuation Framework: While not a single document, a repeatable approach to valuation underpins fair pricing for grants, exercises and buy-backs.
- Transfer And Buy-Back Documents: Clean templates for off-market transfers and buy-backs help you execute leaver and pre-exit tidy-ups quickly.
On the admin side, keep your registers current, issue share certificates promptly, and ensure board approvals are properly minuted. Clear paperwork supports participants with their tax records and keeps investors confident in your governance.
Practical Tips To Keep CGT Conversations Clear
Set Expectations Early
Explaining CGT to staff doesn’t mean giving tax advice. It does mean setting out, in plain English, how the plan works and when people typically pay tax. A short one-pager, consistent with your plan rules, can prevent confusion later.
Use Friendly Examples
For example, you might outline a simple scenario: an option grant with a four-year vest, exercise at year three, then sale at year five. Show where the 12-month period starts and what documents the employee should retain. Small illustrations go a long way.
Coordinate With Finance And HR
Equity touches payroll, finance, HR and legal. Establish a cross-functional workflow for grants, exercises, leavers and buy-backs. A shared checklist with timelines keeps everyone aligned, particularly during fundraising or exit.
Keep The Cap Table Clean
Before a funding round or sale, tidy up lapsed options, finalize leaver buy-backs, and confirm holdings. Acquirers will diligence your equity history closely-neat records and consistent documents help deals move fast.
Frequently Asked Questions From Employers
Do Employees Pay CGT On Options Or Shares?
CGT typically applies when participants dispose of shares (e.g. sell them). For options or rights, the CGT calculation usually relates to the shares received on exercise and then sold. Employees should seek personal tax advice, but you can support them with accurate grant, exercise and issue records.
What If We Want Early Exercises To Start The 12-Month Clock?
Many teams encourage early exercise so the CGT discount holding period starts sooner. If you offer early exercise, make sure your plan rules allow it, the exercise price is documented, and you issue shares promptly with any restrictions noted on the register and certificates.
How Do We Price Buy-Backs?
Your plan can specify a formula (e.g. cost, fair market value or a hybrid). Whichever method you choose, keep it consistent, ensure approvals are in place, and record the basis for the price (board resolution plus valuation notes).
Key Takeaways
- CGT affects how employees experience your equity, so design your ESS with disposal events, cost base records and holding periods in mind.
- Options, shares and RSUs have different timing and communication needs-choose the instrument that fits your stage and team’s understanding.
- Get the cost base inputs right from day one: grant details, exercise records, share issues, transfers and buy-backs.
- Plan for exit, buy-backs and leavers with clear documents and approvals so transactions don’t stall when timing is critical.
- Align your Company Constitution, Shareholders Agreement and equity plan so rights and restrictions are consistent across all holders.
- Keep valuations and cap table admin consistent and well-documented to support due diligence and participant tax records.
If you’d like a consultation on setting up or refreshing your employee share scheme, you can reach us at 1800 730 617 or team@sprintlaw.com.au for a free, no-obligations chat.








